KR20170069934A - Hot melt adhesive composition comprising at least one particular aldehyde scavenger - Google Patents

Abstract

The present invention relates to a hot melt adhesive composition comprising at least one specific aldehyde scavenger and to the aldehyde scavenger for removing or reducing volatile organic compound (s) (VOC), especially volatile aldehyde (s), in the hot melt adhesive composition. It concerns the use of the (s).
The hot melt adhesive composition according to the present invention is particularly useful for the production of disposable nonwoven absorbent articles with reduced odor, since it emits less odor during and after its manufacture and application.

Description

TECHNICAL FIELD [0001] The present invention relates to a hot melt adhesive composition comprising at least one specific aldehyde scavenger, and a hot melt adhesive composition comprising at least one specific aldehyde scavenger.

The present invention relates to a hot melt adhesive composition comprising at least one specific aldehyde scavenger as further defined below and to a volatile organic compound (s) (VOC) in a hot melt adhesive composition, To the use of said aldehyde scavenger (s) for removing or reducing volatile aldehyde (s).

The hot melt adhesive composition according to the present invention is particularly useful for the production of low odor disposable nonwoven absorbent articles since it emits less odor during and after its manufacture and application.

Disposable nonwoven absorbent articles are widely used in infants, infants, adults with incontinence and women's care products.

The term "disposable" is used herein to describe an absorbent article intended to be discarded after a single use. Such articles are not intended to be washed or otherwise reused as absorbent articles.

As used herein, the term "nonwoven fabric " is used to describe fabrics that are comprised of occlusive fiber networks and that are used in the construction of disposable absorbent articles.

Representative disposable nonwoven absorbent articles include disposable diapers, training pants, adult incontinence pads and panties, feminine napkins or pads. Such articles are intended to receive and retain urine and other body fluids secreted by the wearer, and are usually worn on the wearer's skin or in close proximity to the skin.

In order to produce a disposable nonwoven absorbent article, a hot melt adhesive composition is generally used to bind various substrates of the article together, which may include water or solvent based adhesive compositions, such as water or solvent based adhesive compositions, As compared to adhesives, provide fast bonding.

A hot melt adhesive composition suitable for this purpose should have a bond strength suitable for attaching the relevant substrate. It should also have good flexibility when adhesive bonding is desired to withstand deformation. The hot melt adhesive compositions should also have suitable viscosity and suitable open time for application using conventional hot melt adhesive coating equipment in high speed lines. It should have acceptable thermal stability under its manufacturing and application conditions. Also, if applied on the substrate (s), it should not contaminate the substrate (s) or spill through the substrate (s).

BACKGROUND OF THE INVENTION Substrates and hot melt adhesive compositions commonly used in the manufacture of disposable nonwoven absorbent articles have the potential to release a perceptible odor by the human nose. In the case of a hot melt adhesive composition, this odor may be present in the raw materials used in the preparation of the hot melt adhesive composition or may be present in the raw materials used in the production of the hot melt adhesive composition, such as volatile aldehyde (s) Is due to the release of volatile compound (s) (VOC).

Thus, using a raw material (RM) having a low VOC content is advantageous in reducing the total VOC content in the hot melt adhesive It can be a possible solution. However, additional VOCs Is not entirely satisfactory since during the manufacturing and application of hot melt adhesive compositions the raw materials may be exposed during prolonged exposure at high temperatures (140-170 DEG C). Furthermore, these raw materials are expensive, and are rarely commercially available.

During the industrial scale manufacturing process, the hot melt adhesive composition is typically heated at 150-170 占 폚 for several hours (4 hours or more) to melt and mix all the raw materials. The composition may be maintained in a molten state for a period of not more than 15 hours before cooling.

During the industrial scale application process, the hot melt adhesive composition is heated at 140-170 占 폚 for several hours (2 hours or more) in order to make the composition a fluid sufficient for application using conventional hot melt adhesive coater lines. The composition may be maintained in a melting kettle for a further 4 days or less before application.

Under these manufacturing and application process conditions, raw materials, such as most plasticizing agent (s), thermoplastic polymer (s), and tackifier resin (s), which contain at least one carbon- carbon double bond commonly used in hot melt adhesive compositions, (S), especially undesirable volatile aldehyde (s), due to thermal and oxidative deterioration due to the radical reaction.

The term "volatile aldehydes " is used herein to describe C ₁ -C ₂₀ , and preferably C ₁ -C ₁₂ , hydrocarbon compounds comprising at least one aldehyde group (-CH = O). In particular, the term "volatile aldehyde" includes the above-mentioned compounds having a mercury vapor pressure (mm Hg) of greater than 0.1 mm (ie, about 13.3 Pa) at standard conditions (ie, 20 ° C. and 760 mm Hg) .

Volatile aldehydes exhibit disadvantages in that they emit strong and / or unpleasant odors even at low levels of hot melt adhesive compositions and are therefore undesirable / irritating to the respiratory system in higher amounts.

This problem is especially troublesome to the end user of the assembly product that is combined with the hot melt adhesive composition as described above and packaged in a sealed package, as well as the operator and / or application operator of the hot melt adhesive composition. In particular, consumers of disposable nonwoven absorbent articles often complain about the strong odor that is perceptible upon opening of the sealed package.

Thus, when a hot melt adhesive composition is used in the manufacture of a low-temperature disposable nonwoven absorbent article, the presence or elimination of volatile aldehyde (s) and preferably undesirable volatile aldehyde (s) in the hot melt adhesive composition , In particular, to reduce the odor impact of the hot melt adhesive composition.

In order to meet these needs, various solutions have been tried, but not all of them are completely satisfactory.

In fact, it is known that working in a low temperature and / or nitrogen atmosphere during the manufacture and application of hot melt adhesive compositions can lead to less odor because it reduces the production of volatile aldehyde (s) by lowering thermal oxidation . However, this solution for eliminating or reducing the presence of volatile aldehydes released by the hot melt adhesive composition is unsatisfactory in the case of some hot melt adhesive compositions requiring long term heating at high temperatures (140-170 DEG C) to melt I can not resist. Furthermore, working under a nitrogen atmosphere is not considered an economical solution and can cause significant security problems. Accordingly, there is a substantial need for an economical and practical solution for removing or reducing the volatile aldehyde moiety generated by the hot melt adhesive composition for the finished disposable nonwoven fabric article.

US 2014,331,601 discloses that VOC emissions in a hot melt adhesive composition comprising from 5 to 80% by weight of a thermoplastic polymer and from 20 to 70% by weight of a tackifier having a viscosity of less than 15,000 centipoise at 177 & The use of 0.5 to 10% by weight of VOC absorbing particles is taught. The hot melt adhesive composition may also comprise from 5 to 35% by weight plasticizer.

The resulting hot melt adhesive composition is taught to emit VOC at a total amount of less than 20%, as compared to the same composition that does not contain absorbent particles. Among the VOC absorbent particles used, silica gel, activated carbon, zeolite, and cyclodextrin can be mentioned. Since these absorbent particles are porous, the VOC released during the manufacturing process of the hot melt adhesive composition by physical adsorption can be trapped in the molecular sieve thereof.

However, it has been found that such absorbent particles are not entirely satisfactory because hot melt adhesives are applied during the application process of the adhesive, such as in the subsequent heating step, because desorption of the captured VOC occurs.

Further, this document teaches that the disclosed hot melt adhesive composition is not settled, but when using cyclodextrin as the water absorbent particle in the hot melt adhesive composition, especially the hot melt adhesive composition and the composition wherein the water absorbent particles are heated at about 150 & Precipitation was observed unexpectedly during the production or application of the catalyst.

Furthermore, sedimentation of the inorganic absorbent particles and / or deterioration of the organic absorbent particles may also cause filter plugging problems during the application of the hot melt adhesive composition.

Surprisingly, it has been found that the problem of the prior art can be solved by using the aldehyde scavenger (s) as defined below.

Indeed, in contrast to the absorbent particles used in the prior art, the aldehyde scavenger (s) used in accordance with the present invention can provide long term exposure to high temperatures, as can occur during the manufacture and application of conventional hot melt adhesive compositions (S) can be effectively and irreversibly neutralized, leading to a low volatility aldehyde (s) content of hot melt adhesive composition, even after repeated melting and cooling cycles.

Without wishing to be bound by theory, it is believed that when the volatile aldehyde (s) are present in the hot melt adhesive composition or are generated at elevated temperatures during the manufacture or application of the adhesive composition, the aldehyde scavenger (s) It is presumed that it is possible to chemically react with the aldehyde group (s) of the volatile aldehyde to form a higher molecular weight odorless product.

It has thus been found that the addition of at least the aldehyde scavenger used in the hot melt adhesive composition according to the invention is useful for effectively eliminating or reducing the amount of volatile aldehyde (s) present in the hot melt adhesive composition. The volatile aldehyde (s) present in the hot melt adhesive composition can be produced during and / or after the preparation and application of the hot melt adhesive composition, as described above, or used in the manufacture of hot melt adhesive compositions Can be derived from the raw material.

Thus, the use of such aldehyde scavenger (s) as described above reduces the odor impact of hot melt adhesive compositions that exhibit odor problems and, more broadly, disposable nonwoven absorbent articles comprising such hot melt adhesive compositions Lt; RTI ID = 0.0 > odor < / RTI >

In fact, the hot melt adhesive composition according to the present invention does not contain an aldehyde scavenger but has fewer volatile aldehydes, thus less VOC emission, compared to the corresponding hot melt adhesive compositions of the same nature And emits less intense odor after the manufacturing and / or application process.

The hot melt adhesive composition according to the invention has also been found to release less unpleasant odors after the production and / or application of the composition.

The strength and pleasantness (hedonic tone) of the VOC emissions (s) and in particular the volatile aldehyde (s) emission (s) emitted by the hot melt adhesive (s) For example, by the process illustrated in the examples of the present application.

Furthermore, the aldehyde scavenger (s) used in accordance with the present invention can also be used in long-term, high-temperature applications, such as in the usual manufacturing and application processes of hot melt adhesive compositions on industrial scales Or repeated exposure (s).

The hot melt adhesive compositions according to the invention also exhibit good adhesive properties as mentioned above and are particularly suitable for use in the manufacture of disposable nonwoven absorbent articles as mentioned above. In particular, the hot melt adhesive composition according to the present invention exhibits good bonding strength to the assembly of disposable nonwoven absorbent articles, and in particular to substrates commonly used in the construction thereof.

A further advantage of the hot melt adhesive composition of the present invention is that the aldehyde scavenger (s) used in accordance with the present invention are completely miscible with the raw materials of the adhesive without any settling and / or filter plugging problems, It has been confirmed that it melts below the melting point of the adhesive composition.

Other features and advantages will be apparent from the following detailed description, including preferred embodiments and examples, and from the claims.

In this application, unless otherwise stated, the Ring and Ball Softening Point is measured in accordance with ASTM E 28.

In a first aspect of the present invention,

A- at least one thermoplastic polymer selected from 5% by weight of polyolefins, styrene block copolymers (SBC), ethylene-vinyl-acetate (EVA), and mixtures thereof;

B- 20% to 70% by weight of at least one tackifying resin;

C - from 0.01% to 1% by weight, preferably from 0.09% to 0.5% by weight, with a molecular weight of less than 500 g / mol and a melting point of less than 170 ° C, with at least one amine terminal group One or more aldehyde scavengers comprising aromatic rings directly or indirectly bonded to one another, and preferably one or more aldehyde scavengers comprising 2-aminobenzamide, 3-aminobenzamide, 1,8-diaminonaphthalene, Amide, benzene-1,2-diamine, and mixtures thereof;

D- 5% to 35% by weight, preferably 10% to 30% by weight of at least one plasticizer selected from naphthenic oils, paraffinic oils, and mixtures thereof; And preferably

E-0.1% to 2% by weight of one or more antioxidants

A hot melt adhesive composition comprising:

The total content of the above-mentioned ingredients being 100% by weight.

The content (expressed as% by weight) of the above-mentioned components (A to E) in the hot melt adhesive composition is expressed in terms of the total weight of the hot melt adhesive composition.

The hot melt adhesive composition according to the present invention may or may not exhibit pressure sensitive properties.

In the case of exhibiting the pressure-sensitive property, the hot-melt adhesive composition according to the present invention is a hot-melt pressure-sensitive adhesive composition (HMPSA), that is, an adhesive composition combining hot-

In the absence of a pressure-sensitive property, the hot-melt adhesive composition according to the present invention is a non-pressure-sensitive hot-melt adhesive composition, that is, an adhesive composition exhibiting hot melt property but not having a pressure-sensitive property.

The term "hot melt" is used herein to describe the case where it is desired to heat at a temperature of at least 120 ° C, and preferably at least 140 ° C, when applying the adhesive composition onto a substrate. Thus, the hot melt adhesive composition is a solid at 23 占 폚.

As used herein, the term " pressure-sensitive "is used to describe the case where sticking occurs when applying acupressure, since it is sticky at 23 캜.

In certain embodiments of the present invention, the hot melt adhesive composition comprises

A-15% to 35% by weight of one or more thermoplastic polymers selected from polyolefins, styrene block copolymers (SBC), ethylene-vinyl-acetate (EVA), and mixtures thereof;

B- from 30% to 60% by weight of at least one viscous resin;

C - from 0.01% to 1% by weight, preferably from 0.09% to 0.5% by weight, with a molecular weight of less than 500 g / mol and a melting point of less than 170 ° C, with at least one amine terminal group At least one aldehyde scavenger comprising an aromatic ring directly or indirectly bonded to the aromatic ring, and preferably at least one aldehyde scavenger selected from the group consisting of 2-aminobenzamide, 3-aminobenzamide, 1,8-diaminonaphthalene, -1,2-diamine, and mixtures thereof;

D- 10% to 30% by weight of at least one plasticizer selected from naphthenic oils, paraffinic oils, and mixtures thereof; And preferably

E-0.1% to 5% by weight of one or more antioxidants

, ≪ / RTI >

Here, the weight% is given for the total weight of the hot melt adhesive composition, and the sum of the total contents of the above-mentioned ingredients is 100% by weight.

The content (expressed as% by weight) of the above-mentioned components (A to E) in the hot-melt pressure-sensitive adhesive composition is expressed in terms of the total weight of the hot-melt pressure-sensitive adhesive composition.

Both the HMPSA and non-pressure sensitive hot melt adhesive compositions according to the present invention are useful in the manufacture of disposable nonwoven absorbent articles.

In particular, the non-pressure-sensitive hot melt adhesive compositions according to the present invention are useful as adhesives for, for example, elastic or stretchable adhesives, or typically as fluff and super absorbent polymer (SAP) (I.e., internal cohesion) of the absorbent core consisting of SAP.

The HMPSA according to the invention is particularly suitable for producing tapes which can be used for the waist-attaching of diapers, or for improving the integrity (i.e. internal cohesion) of the absorbent core consisting of a mixture of fluff and superabsorbent polymer (SAP) Or as an adhesive for the construction of a disposable nonwoven fabric absorbent article.

As used herein, the term "for the construction of a disposable nonwoven absorbent article" means that the adhesive bonds the different layers (typically a top sheet, a backsheet, and an absorbent core) of the disposable nonwoven absorbent article substrate Is intended to be used for describing the intended use.

A-thermoplastic polymer

The thermoplastic polymer (s) A used in accordance with the present invention is selected from polyolefins, SBC, EVA, and any mixtures thereof.

In a first embodiment, the thermoplastic polymer (s) A may be selected from polyolefins.

In a second embodiment, the thermoplastic polymer (s) A may be selected from SBC and EVA, and more preferably from SBC.

Preferably, the thermoplastic polymer A used according to the invention has a melt index of less than 100, more preferably less than 60, and the hot melt adhesive composition according to the invention has a melt index of less than 35 000 mPa.s Lt; / RTI >

More preferably, the thermoplastic polymer A used according to the invention has a melt index of from 3 to 50 and the hot melt adhesive composition according to the invention has a viscosity of less than about 20,000 mPa.s at 163 < 0 > C.

Even more preferably, the thermoplastic polymer has a melt index of from about 5 to 20, and the hot melt adhesive composition according to the present invention has a viscosity of less than about 10 000 mPa.s at 163 ° C.

Within the above-mentioned range of viscosity, the hot melt adhesive composition according to the present invention can be easily applied through conventional coating nozzles.

The MFI can be measured by ASTM D 1238 or ISO 1133 at 190 ° C or 200 ° C under a load of 2.16 kg (kg) or 5 kg.

The polyolefin (s) that may be used in accordance with the present invention include:

- Copolymer (s) of ethylene and alpha olefin monomers, copolymer (s) of ethylene and non-alpha olefin monomers, and any mixtures thereof,

- homopolymers and copolymers of polybut-1-ene, and any mixtures thereof,

- copolymer (s) of ethylene vinyl acetate (EVA), copolymer (s) of ethylene acrylate, copolymer (s) of ethylene methacrylate, copolymer (s) of ethylene methyl acrylate, (S), and any mixture thereof.

The polyolefin (s) that can be used in accordance with the present invention are commercially available under various trade names including the Affinity®, Versify® and Infuse® series from Dow Chemical Company, Vestoplast® series from Evonik industries AG, Vistamaxx from ExxonMobil Chemical company, ® series, Licocene® from Clariant and Idemitsu Kosan Co. Ltd's L-Modu®, Arkema's Evatane® series and Lotryl® series.

 Useful styrenic block copolymer (s) according to the present invention include one or more non-elastomeric block A which is a polystyrene block and a partially or fully hydrogenated or non-hydrogenated diene polymer block ≪ / RTI > and at least one elastomeric block B,

Useful styrenic block copolymers according to the invention can be selected from the following copolymers, and mixtures thereof:

- linear double block copolymer of AB structure,

- linear triblock copolymer of ABA structure,

- (AB) _n Y-structured radial block copolymers,

here,

- A is a non-elastomeric polystyrene block,

- B is an elastomeric diene block polymer such as a polybutadiene or polyisoprene block,

Y is a polyvalent compound, and

- n is an integer greater than or equal to 3.

The linear triblock copolymer of ABA structure can be used alone or as a mixture with a linear diblock copolymer of AB structure.

The elastomeric block B may be post-treated with partial or complete hydrogenation to improve its thermal stability.

Preferably, useful styrenic block copolymers according to the present invention are selected from the following linear tri-block copolymers:

- styrene-butadiene-styrene copolymer (SBS) with or without styrene-butadiene diblock (SB)

- styrene-isoprene-styrene copolymer (SIS) with or without styrene-isoprene double block (SI)

- styrene-ethylene-butylene-styrene copolymer (SEBS),

- styrene-butadiene-butylene-styrene copolymer (SBBS),

- styrene-ethylene-propylene-styrene copolymer (SEPS),

- and any mixtures thereof.

More preferably, the styrene block copolymer is a linear triblock copolymer of ABA structure as defined above, and even more preferably a linear SIS or SBS tri-block copolymer.

When the styrenic block copolymer is a mixture of a linear triblock copolymer of ABA structure and a linear diblock copolymer of AB structure as defined above, the linear diblock content is preferably in the range of Is in the range of 1 to 60% by weight.

The amount of endblock A in the linear triblock copolymer of the ABA structure as defined above is preferably in the range of from about 10 to about 30 weight percent based on the total weight of the linear triblock copolymer of the ABA structure or a mixture of linear triblock and diblock copolymer of the ABA and AB structures , It may range from 14 to 51% by weight, preferably from 20 to 40% by weight, based on the total weight of the triple block and the double block mixture.

Useful commercial styrenic block copolymers include KRATON D and G® series from Kraton Polymers, EUROPRENE Sol T® series from Versalis (Eni group), SOLPRENE® series from Dynasol Elastomers, and Taipol® and Vector® series from TSRC Corporation .

As examples of useful styrene block copolymers, the following can be mentioned:

- Kraton ® D1152, a mixture of linear SBS triblock and SB diblock copolymers having a styrene content of 29.5% by weight, a weight average molecular weight of about 122 000 g / mol and a load of 5 kg (kg) (Linear) SBS triple block and SB double block with an MFI (measured according to ISO 1133) of 8.5 grams / 10 minutes (mn) and a SB diblock content of 17% by weight based on the total weight of the mixture, A mixture of copolymers.

- Kraton® D1161, a mixture of linear SIS triblock and SI diblock copolymers having a styrene content of 15% by weight based on the total weight of the mixture and a MFI (measured according to ISO 1133) at 200 ° C. under a load of 5 kg 9 g / 10 mn, an average molecular weight of 220 000 g / mol, and an SI diblock content of about 19% by weight, based on the total weight of the mixture, of a mixture of linear SIS triblock and SI diblock copolymers.

- Taipol 占 SBS 4202, a linear SBS triblock copolymer from TSRC Corporation, having a styrene content of 40% by weight based on the total weight of the triblock copolymer and a MFI at 190 占 폚 under a load of 5 kg (measured according to ASTM D1238 ) Is 3-10 g / 10 mn, and the average molecular weight is about 102 400 g / mol.

- Vector® 4411, a linear SIS triblock copolymer, from TSRC Corporation, having a styrene content of 44% by weight based on the total weight of the triblock copolymer and MFI (measured according to ASTM D 1238) at 200 ° C under a load of 5 kg, Of 40 g / 10 mn and an average molecular weight of 106 000 g / mol.

Of all the thermoplastic polymers A that can be used according to the invention, the ethylene-vinyl acetate (EVA), the linear styrene-isoprene-styrene (SIS) triblock copolymer, the linear styrene-butadiene-styrene (SBS) triblock copolymer, It is most preferred to select from a linear styrene-ethylene-butylene-styrene (SEBS) triblock copolymer, and mixtures thereof, and the triblock copolymer may be a mixture thereof with the corresponding double-block copolymer.

The hot melt adhesive composition according to the present invention can be applied on any substrate by any conventional hot melt adhesive coating means and process. In particular, the hot melt adhesive composition according to the present invention is useful for bonding various parts of the disposable nonwoven absorbent article, which can be composed of one or several substrate (s).

The total amount of thermoplastic polymer (s) A used in accordance with the present invention is preferably 10% to 80% by weight, more preferably 15% to 45% by weight, based on the total weight of the hot melt adhesive composition, Still more preferably from 20% by weight to 35% by weight.

B-sticky resin

The adhesive resin (s) B used in the hot melt adhesive composition according to the present invention may comprise one or several carbon-carbon double bond (s), or may not contain a carbon-carbon double bond. When not containing a carbon-carbon double bond, the saturated tackifying resin (s) can be prepared by complete hydrogenation of the unsaturated tackifying resin (s).

As used herein, a suitable family of tackifying resins includes:

(a) natural and modified rosins such as gum rosin, wood rosin, tall-oil rosin, distilled rosin, hydrogenated rosin, dimerized rosin and polymerized rosin;

(b) glycerol and pentaerythritol esters of natural and modified rosins, such as glycerol esters of light wood rosin, glycerol esters of hydrogenated rosins, glycerol esters of polymerized rosins, pentaerythritol esters of light wood rosin, Pentaerythritol ester of hydrogenated rosin, pentaerythritol ester of tall oil rosin and phenolic modified pentaerythritol ester of rosin;

(c) a polyterpene resin, a hydrogenated polyterpene resin having a cyclic softening point of from about 20 [deg.] C to about 140 [deg.] C. Such a polyterpene resin is generally produced in the presence of a Friedel-Crafts catalyst at a suitable low temperature, Obtained by polymerization of a terpene hydrocarbon, such as monoterpene, known as < RTI ID = 0.0 >

 (d) Phenolic modified terpene resins, such as those obtained by condensation of terpenes and phenols in an acidic medium;

(e) an aliphatic (including alicyclic) petroleum hydrocarbon resin (C5) having a cyclic softening point of about 60 ° C to 140 ° C, said resin being obtained by polymerization of a C5-hydrocarbon monomer; The hydrogenated derivatives are obtained by subsequent complete or partial hydrogenation thereof;

(f) The cyclic softening point is about An aromatic petroleum hydrocarbon resin (C9) having a temperature of 60 to 140 DEG C, said resin being obtained by polymerization of a C9-hydrocarbon monomer; The hydrogenated derivatives are obtained by subsequent complete or partial hydrogenation thereof;

(g) an aliphatic (alicyclic) / aromatic petroleum resin (C5 / C9) having a cyclic softening point of about 60 ° C to 140 ° C, said resin being obtained by polymerization of a C5 / C9-hydrocarbon monomer; The hydrogenated derivatives are obtained by subsequent complete or partial hydrogenation thereof.

Examples of C5-hydrocarbon monomers useful in the production of adhesive resins belonging to the series (e) or (g) include the following: trans-1,3-pentadiene, cis-1,3-pentadiene, 2 Methyl-2-butene, dicyclopentadiene, cyclopentadiene, cyclopentene, and any mixtures thereof.

Examples of C9-hydrocarbon monomers useful in the production of adhesive resins belonging to the series (f) or (g) include the following: vinyltoluene, dicyclopentadiene, indene, methylstyrene, styrene, methylindene, And any mixture thereof.

In certain embodiments of the present invention, a mixture of two or more of the above-described tackifying resins is used in the hot melt adhesive composition according to the present invention.

The adhesive resin (s) B used in accordance with the present invention are commercially available.

As examples of commercially available adhesive resin (s) B belonging to the series (a), the following can be mentioned:

- non-modified natural tall oil rosin, marketed by the Arizona Chemical Company under the trade names Sylvaros (85, 90 and NCY)

- partially hydrogenated rosins available under the trade name Foralyn® E from Eastman, and fully hydrogenated rosins available from Eastman under the trade name Foral® AX-E,

- dimerized rosin, available from Eastman under the tradename Dymerex®.

As examples of the commercially available adhesive resin (s) B belonging to the (b) series, the following can be mentioned:

- Sylvalite® RE 100L, pentaerythritol tall oil rosin ester, and

- Sylvalite® RE 85L, glycerol ester of tall oil rosin,

(Both available from Arizona Chemical Company).

(c) As examples of the commercially available adhesive resin (s) B belonging to the series, the following can be mentioned:

A polyterpene tackifier sold by Arizona Chemical under the trade names Sylvagum® TR and Sylvares® TR series (7115, 7125, A25L, B115, M1115).

As examples of commercially available adhesive resin (s) B belonging to the (d) series, the following can be mentioned:

- terpene phenolic resins sold under the trade name Sylvares® TP (96, 2040, 300, 7042, 2019) by the Arizona Chemical Company.

As examples of commercially available adhesive resin (s) B belonging to the (e) series, the following can be mentioned:

Based on a C5-petroleum hydrocarbon fraction (e.g. a mixture of trans-1,3-pentadiene, cis-1,3-pentadiene, 2-methyl-2-butene, dicyclopentadiene, cyclopentadiene, cyclopentene) Aliphatic and cycloaliphatic petroleum hydrocarbon resins having a cyclic softening point of 60 ° C to 140 ° C, commercially available from Eastman Company under the trade names Wingtack® 98, Wingtack® ET and Escorez® 1310LC,

Partly hydrogenated alicyclic petroleum hydrocarbon resins based on C5-petroleum hydrocarbon fractions and partially hydrogenated and having a cyclic softening point in the range of 60 占 폚 to 140 占 폚, Exxon Mobil Corporation under the tradename Escorez 5400 series (5400, 5415, 5490).

As examples of the commercially available adhesive resin (s) B belonging to the (f) series, the following can be mentioned:

Based on a C9-hydrocarbon petroleum fraction (such as a mixture of vinyltoluene, dicyclopentadiene, indene, methylstyrene, styrene, methylindene) and the cyclic softening point is about 60 ° C to 140 ° C, available from Kolon Industries under the trade names Hikotack® (P-90, P110 S and P120 S).

As examples of commercially available adhesive resin (s) B belonging to the (g) series, the following can be mentioned:

- Based on the C5 / C9-hydrocarbon petroleum fraction, the cyclic softening point is approximately 60 DEG C to 140 DEG C Partially hydrogenated alicyclic modified aromatic petroleum hydrocarbon resins, available from Exxon Mobil under the trade designation Escorez (R) 5600 series (5600, 5615, 5690)

- Based on the C5 / C9-hydrocarbon petroleum fraction, the cyclic softening point is approximately Non-hydrogenated aliphatic modified aromatic hydrocarbon petroleum resin, 60 ° C to 140 ° C, marketed by Zeon under the trade name Quintone® DX390N.

The total amount of the viscous resin (s) B to be used in accordance with the present invention is preferably in the range of 20 wt% to 70 wt%, and more preferably 35 wt% to 60 wt%, based on the total weight of the hot melt adhesive composition .

C-aldehyde scavenger

The at least aldehyde scavenger C used according to the present invention comprises an aromatic ring directly or indirectly bonded to at least one amine terminal group in its structure and the aldehyde scavenger has a molecular weight of less than 500 g / Less than 400 g / mol, and more preferably less than 300 g / mol, and a melting point of less than 170 占 폚, preferably 140 占 폚, and more preferably less than 120 占 폚.

As used herein, an " amine terminal group "refers to an alkyl group having one or more terminal (s) selected from primary amine (NH ₂ ) and secondary amine (NHR where R is preferably a hydrocarbon group such as C ₁ -C ₇ alkyl) Is used to describe a monovalent group comprising an amine group.

The aromatic ring may be monocyclic or polycyclic, and the aromatic ring is preferably formed by one or more 6-membered hydrocarbon rings such as phenyl, benzyl or naphthalene-based groups.

The amine terminal group is preferably a primary amine or a secondary amine. The nitrogen atom of the amine terminal group is bonded directly to the aromatic ring of the aldehyde scavenger C by a covalent bond or is linked to the aldehyde scavenger C via a divalent group, preferably selected from -C = O- and -SO ₂ - C < / RTI > aromatic ring.

The aldehyde scavenger C used according to the present invention may be symmetrical or asymmetric. In particular, it may comprise an axis, plane or center of symmetry.

The aldehyde scavenger C used in accordance with the present invention may be present in the hot melt adhesive composition or may be chemically reacted with any volatile aldehyde that may be formed in situ when the hot melt adhesive composition is heated, can do. Thus, the aldehyde scavenger C used in accordance with the present invention can irreversibly neutralize the volatile aldehyde.

The aldehyde scavenger (s) C used according to the present invention may be present alone or in any desired blend, which has the function of controlling and / or inhibiting the odor of volatile aldehydes released from the hot melt adhesive composition .

In particular, the product obtained from the reaction between the aldehyde scavenger C used in accordance with the present invention and the volatile aldehyde and the aldehyde scavenger is preferably at a temperature and for a time required for hot melt adhesive preparation and processing, It must be substantially thermally stable for 72 hours.

The aldehyde scavenger (s) C used in accordance with the present invention should be compatible with other raw materials or components used in the hot melt adhesive composition and should therefore not adversely affect the bonding performance or thermal stability of the hot melt adhesive composition .

The aldehyde scavenger (s) C used in accordance with the present invention should preferably not contain any water or other solvent to facilitate processing in hot melt mixing equipment, and should also be non-toxic to the end user.

In a preferred embodiment, the aromatic ring is substituted with one or more primary amine R < ^{0 &} gt ;, and the nitrogen atom of the primary amine R < ⁰ > is bonded directly to the aromatic ring of the aldehyde scavenger by a covalent bond.

In this particular aspect example implementation, the aromatic ring and R the same as ⁰ or a different amine-terminated group R ¹ can be optionally substituted with one or more, R ⁰ and R ¹ 2 nitrogen atom is preferably a carbon atom, a sulfur atom Lt; / RTI > and a mixture thereof.

When two or more nitrogen atoms of R ⁰ and R ¹ are separated from each other by two or three atoms selected from a carbon atom, The reaction of C with volatile aldehydes leads to the formation of stable polycyclic products, each containing a 5 or 6-membered ring.

The formation of unsubstituted or substituted by an aldehyde group's ring is R ¹ C of the scavenger to be used in accordance with the present invention, or R ⁰ and R ¹ are stable, polycyclic, which includes a 5 or 6-membered ring as described above wherein the product The reaction of the primary amine (s) (R ⁰ and optionally R ¹ ) directly bonded to the aromatic ring of the aldehyde scavenger C with volatile aldehydes leads to the formation of aldimines and water.

A nitrogen atom of R ¹ is an aldehyde scavenger may be directly coupled to my ring, or by a covalent bond or indirectly to an aldehyde scavengers ring through a 2 is selected from - (C = O) - and -SO ₂ And the two nitrogen atoms of R < ⁰ > and R < ¹ > are preferably separated from each other by 2 or 3 atoms as defined above.

The aromatic rings of the aldehyde scavenger C used according to the invention, substituted with one or more primary groups R < ⁰ > as defined above and referred to as first aromatic rings, also have one Group R ⁴ and one group R ⁵ and are fused together to form a second aromatic ring adjacent to the first aromatic ring to form a bicyclic group composed of the first aromatic ring and the second aromatic ring can do.

The second aromatic ring is preferably a phenyl group, which together with the first ring optionally substituted with one or more primary amine groups R ^0, to form a substituted naphthalene to the at least one primary amine group R ⁰ as defined above, . More preferably, the second aromatic ring is substituted with at least one primary amine group R < ^{7 &} gt ;, and the nitrogen atom of the primary amine group R < ⁷ > is bonded directly to the second aromatic ring of the aldehyde scavenger C by a covalent bond , And two nitrogen atoms of R < ⁰ > and R < ⁷ > are preferably separated from each other by three carbon atoms.

An effective suitable aldehyde scavenger according to this first embodiment of the present invention may be selected from those corresponding to the following formula (I)

[Wherein,

- R ⁰ is NH ₂ ,

R ' ¹ is selected from a hydrogen atom and an amine terminal group selected from a primary amine NH ₂ , a secondary amine -NH-R' ⁶ , -SO ₂ -NH-R ' ³ and -CONH-R' ³ And,

- R ' ³ is a hydrogen atom or C ₁ -C ₇ alkyl,

- R ' ⁶ is C ₁ -C ₇ alkyl,

R ' ⁴ and R' ⁵ are selected from hydrogen atoms, C ₁ -C ₉ alkyl, primary amine NH ₂ , secondary amine -NH-R ' ⁶ - as defined above, or ortho position When fused together, form a (second) 6-membered aromatic hydrocarbon ring, such as a hydrogen atom as defined above, and a primary amine NH ₂ , a secondary amine -NH-R ' ⁶ , -SO ₂ -NH -R ^'3 and -CONH-R' is selected from the amine end of shoe ³ group one or more R 'is selected from may form an optionally substituted phenyl group ^7.

R ^'4 and R' ⁵ is at the ortho position relative to each other as described above, fused with a (second) in the case of forming a 6-membered aromatic hydrocarbon ring, which is a (first) ring containing the R ⁰ To form a bicyclic group (composed of the first aromatic ring and the second aromatic ring). Preferably, R ' ⁴ and R' ⁵ are fused together to form a 6-membered aromatic hydrocarbon ring, such as phenyl substituted by at least one R ' ⁷ group which is a primary amine NH ₂ . More preferably, the two nitrogen atoms of the primary amine groups R ⁰ and R ' ⁷ are preferably separated from each other by three carbon atoms of the bicyclic group.

R ' ¹ is In the case of amine-terminated groups as defined above, R < ⁰ > and R < ¹ > are preferably ortho to each other such that the formation of a stable polycyclic product comprising a 5 or 6-membered ring is advantageous.

When R ' ¹ is -CONH-R' ³ or -SO ₂ -NHR ' ³ as defined above and is in the ortho position relative to the primary amine R ⁰ , for example, as illustrated below, volatile aldehyde And aldehyde scavenger C leads to the formation of water and a 6-membered ring:

[Wherein,

- R ^'3 , R ^{' 4} and R ^{' 5} are as defined above,

- A is -CO- or -SO ₂ -, and

- R ^'2 is a hydrogen atom, or C ₁ -C ₁₁ , preferably C ₁ -C ₉ hydrocarbons.

When R ⁰ and R ^'1 is not in an advantageous position for the formation of 5- or 6-membered ring such as is illustrated in the example, a primary amine bonded directly to the aromatic ring (s) (R ^0, and optionally R ^'1 , R ^{' 1} , R ^'2 , R ^{' 4} and R ^'5 are as defined above, react with volatile aldehydes to form aldimines and water,

The aldehyde scavenger (s) C used in accordance with the present invention, which are effective to meet the above requirements and to reduce the volatile aldehyde content in the hot melt adhesive composition, include the following: 2-aminobenzamide, 3-aminobenzamide , 1,8-diaminonaphthalene, 2-aminobenzenesulfonamide, benzene-1,2-diamine, and mixtures thereof.

Preferably, the aldehyde scavenger (s) C used in accordance with the present invention is selected from 2-aminobenzamide, 2-aminobenzenesulfonamide, and mixtures thereof.

More preferably, the aldehyde scavenger (s) C used in accordance with the present invention is 2-aminobenzamide (anthranylamide) as shown below:

.

.

The amount of aldehyde scavenger (s) C used in accordance with the present invention can be adjusted according to the raw materials or ingredients used, the formulation and application process, and the amount of volatile aldehyde (s) reduction required.

The amount of aldehyde scavenger (s) C employed in accordance with the present invention, in the range of from 0.01% to 1% by weight, is effective and effective for any volatile aldehyde present in or produced in the hot melt adhesive composition according to the present invention It is possible to neutralize it at a reasonable cost. As described above, the volatile aldehyde (s) can be obtained from two melting and cooling cycles, corresponding to several melting and cooling cycles, in particular the manufacturing and application processes of the hot melt adhesive composition, respectively.

Thus, the total amount of aldehyde scavenger (s) C used in accordance with the present invention can effectively reduce or eliminate VOCs and especially volatile aldehyde (s), thereby reducing the odor of such hot melt adhesive compositions due to such volatiles .

Preferably, the amount of aldehyde scavenger (s) C used in accordance with the present invention, as exemplified in the Examples, leads to a significant reduction in the odor intensity and / or an improvement in odor comfort of the hot melt adhesive composition Should be sufficient.

The total amount of aldehyde scavenger (s) C used in accordance with the present invention is preferably 0.09 wt% to 1 wt%, more preferably 0.1 wt% to 1 wt% based on the total weight of the hot melt adhesive composition, , And even more preferably from 0.1 wt% to 0.5 wt%.

D-plasticizer

The plasticizer (s) D used in accordance with the present invention may be selected from naphthenic and paraffinic oils commonly used in hot melt adhesive compositions.

The plasticizer (s) D used in accordance with the present invention can impart good processability to the hot melt adhesive composition. Furthermore, the plasticizer (s) D used in accordance with the present invention can also provide the desired viscosity control without substantially reducing the adhesive strength or service temperature (service temperature) of the hot melt adhesive.

The naphthenic oil and the paraffinic oil are selected from the group consisting of naphthenic hydrocarbons (aliphatic, saturated or unsaturated, C ₄ to C ₇ -around hydrocarbon rings, and preferably aliphatic, saturated or unsaturated, C ₄ to C ₆ -general rings, (Saturated, linear or branched, alkanes) and aromatic hydrocarbons (aromatic hydrocarbon rings which may be monocyclic or polycyclic), cycloaliphatic hydrocarbons such as cyclopentane, cyclohexane, cycloheptane, And preferably an aromatic C ₆ -circular hydrocarbon ring).

The classification of naphthenic and paraffinic oils is based on the amount of each type of hydrocarbon in the oil. Typically, the paraffinic oil has a paraffinic hydrocarbon content of at least 50% by weight, based on the total weight of the plasticizer; The naphthenic oil has a naphthenic hydrocarbon content of 30% by weight to 40% by weight.

Preferably, the plasticizer (s) D used according to the invention are naphthenic oils.

Useful plasticizers D to be used according to the invention are commercially available. By way of example, naphthenic oils marketed under the trade names Nyflex® 223 and Nyflex® 222B by Nynas may be mentioned and preferably used.

Other plasticizer (s) may be added to the hot melt adhesive compositions according to the present invention in order to provide a comparable or improved advantage to the plasticizer D as mentioned above.

The total amount of plasticizer (s) D and other optional plasticizer (s) used in accordance with the present invention should preferably not exceed 30% by weight, based on the total weight of the hot melt adhesive composition. Otherwise, this may reduce adhesion and / or may lead to contamination problems.

E-antioxidant

Preferably, the hot melt adhesive composition according to the present invention comprises from 0.1% to 2% by weight, based on the total weight of the hot melt adhesive composition, of one or more antioxidants E.

The antioxidant (s) E useful according to the present invention are preferably included in the hot melt adhesive composition to help protect the hot melt adhesive composition from chemical degradation. The deterioration is accompanied by the reaction of two radicals with free radicals, generally obtained from ultraviolet or heat-promoted chain cleavage. Such deterioration is typically manifested by impairment of appearance (browning of color) or other physical properties of the adhesive, and performance characteristics of the adhesive.

In particular, the antioxidant (s) E useful in accordance with the present invention are useful in the production and application of adhesives, particularly in the case of hot melt adhesive compositions and their effect on thermal degradation reactions, To protect the adhesive.

Useful antioxidant (s) E include sterically hindered phenols, and sulfur and phosphorus containing phenols. Sterically hindered phenols are well known to those skilled in the art and may be characterized by phenolic compounds containing sterically bulky groups in close proximity to their phenolic hydroxyl groups. In particular, the tertiary butyl group is generally substituted on the benzene ring in at least one of the ortho positions with respect to the phenolic hydroxyl group.

Representative sterically hindered phenols include:

1,3,5-trimethyl-2,4,6-tris (3-5-di-tert-butyl-4-hydroxybenzyl) benzene;

Pentaerythritol tetrakis-3 (3,5-di-tert-butyl-4-hydroxyphenyl) propionate;

n-octadecyl-3 (3,5-ditert-butyl-4-hydroxyphenyl) propionate;

4,4'-methylenebis (4-methyl-6-tert-butylphenol);

4,4'-thiobis (6-tert-butyl-o-cresol);

2,6-di-tert-butylphenol;

6- (4-hydroxyphenoxy) -2,4-bis (n-octylthio) -1,3,5-triazine;

2,4,6-tris (4-hydroxy-3,5-di-tert-butyl-phenoxy) -1,3,5-triazine;

Di-n-octadecyl-3,5-di-tert-butyl-4-hydroxybenzylphosphonate;

2- (n-octylthio) ethyl-3,5-di-tert-butyl-4-hydroxybenzoate;

Sorbitol hexa- (3,3,5-di-tert-butyl-4-hydroxy-phenyl) propionate;

For example, 2,2'-methylenebis (4-methyl-6-tert-butylphenol) phosphites such as tris- (p-nonylphenyl) -phosphite (TNPP) and bis -Butylphenyl) 4,4'-diphenylene-diphosphonite, di-stearyl-3,3'-thiodipropionate (DSTDP);

Tetrakis (methylene (3,5-di-tert-butyl-4-hydroxyhydrocinnamate)) methane;

(Tris (2,4-di-tert-butylphenyl) phosphate), and combinations thereof.

The sterically hindered phenol antioxidants may be used as such or in combination with other antioxidants, such as phosphite antioxidants such as the Irgafos® series, or aromatic amine antioxidants such as the Naugard® series from Addivant.

Useful antioxidants E are commercially available under various trade names including, for example, sterically hindered phenolic antioxidants such as Irganox 1010 (tetrakis (methylene (3,5-di-tert-butyl- -Hydroxyhydrocinnamate)) methane), and Irgafos® 168 antioxidant (tris (2,4-di-tert-butylphenyl) phosphate).

The amount of antioxidant (s) E and other optional antioxidant (s) useful in accordance with the present invention is preferably from 0.1% to 3% by weight, and more preferably 0.5% by weight, based on the total weight of the hot melt adhesive composition, By weight to 1% by weight.

The performance of useful antioxidants in accordance with the present invention are (1) synergists such as thiodipropionate esters and phosphites; And / or (2) chelating agents and metal deactivators such as ethylenediaminetetraacetic acid, its salts, and dissalicylpropylenediamine.

F-end block reinforcing resin

If the hot melt adhesive composition according to the present invention is intended to be used in demanding applications requiring high adhesive cohesion and high adhesive strength resistance, the composition preferably comprises one or more terminal block reinforcing resins F.

The end block reinforcing resin F is an aromatic resin based mainly on a pure or mixed monomer stream of aromatic monomers. Representative examples of such aromatic monomers include aromatic C9-hydrocarbon monomers, styrene, alpha-methylstyrene, and vinyltoluene. Alpha-methylstyrene. ≪ / RTI >

Useful end block reinforcing resins F are commercially available under various trade names including, for example, the Plastolyn series from Eastman Chemical.

The end block reinforcing resin F used according to the present invention typically has a molecular weight of 5000 to 15000 g / mol.

The cyclic softening point of the aromatic terminal block resin F is preferably in the range of 90 占 폚 to 160 占 폚, more preferably 100 占 폚 to 140 占 폚, and still more preferably 120 占 폚 to 140 占 폚.

When the end block reinforcing resin (s) F are present in the hot melt adhesive composition according to the present invention, the total amount of the end block reinforcing resin (s) F is preferably 3 to 20 wt. %, And more preferably 5 to 15 wt%.

Additional optional ingredient (s)

In order to modify certain physical properties of the hot melt adhesive composition, other optional ingredient (s) may be included in the hot melt adhesive compositions according to the present invention.

Among the optional components that can be used in the hot melt adhesive composition of the present invention, fillers, surfactants, colorants, ultraviolet stabilizers, fluorescent agents, rheology modifiers and the like can be mentioned.

The total amount of optional ingredient (s) that may be present in the hot melt adhesive composition according to the present invention is 0 wt% to 10 wt%, preferably 0.1 wt% to 5 wt%, based on the total weight of the hot melt adhesive composition, and And more preferably in the range of 0.1 wt% to 2 wt%.

In a preferred variant of the invention, the hot melt adhesive composition comprises

A-about 5% by weight, preferably 15% by weight to 35% by weight of one or more styrene block copolymers (SBC);

B from about 20% to about 70% by weight, preferably from 30% to 60% by weight of one or more tackifying resins;

C, from about 0.01% to about 1%, preferably 0.09% to 0.5% by weight of at least one of 2-aminobenzamide, 3-aminobenzamide, At least one aldehyde scavenger, preferably 2-aminobenzamide, selected from benzene-1,2-diamine, and mixtures thereof;

D- from about 5% to about 35%, preferably from 10% to 30% by weight of at least one plasticizer selected from naphthenic oils, paraffinic oils, and mixtures thereof; And preferably

From about 0.1% to about 2% by weight of one or more antioxidants

/ RTI >

The sum of the total contents of the above-mentioned ingredients is 100% by weight.

The content (expressed as% by weight) of the above-mentioned components (A to E) in the hot melt adhesive composition is expressed in terms of the total weight of the hot melt adhesive composition.

In one variation of the present invention, the components and optional components of the hot melt adhesive composition according to the present invention are preferably free of carbon-carbon double bonds, or preferably free of carbon-carbon double bonds, in order to limit the production of VOCs and in particular volatile aldehydes Is selected from those which do not contain a carbon-carbon double bond. Such modifications are particularly useful in providing an odorless hot melt adhesive composition.

In another subject matter of the present invention, the present application relates to a process for producing a hot melt adhesive composition comprising melting the components of a hot melt adhesive composition according to the invention at a temperature in the range from 140 DEG C to 170 DEG C, at least the adhesive resin (s) B and the thermoplastic polymer And mixing and heating the mixture for a sufficient period of time to form a hot melt adhesive composition according to the present invention.

The hot melt adhesive compositions of the present invention can be prepared using any technique known in the art of making hot melt adhesive compositions. The components used in the production of hot melt adhesive compositions are those which are used in the manufacture of industrial glazes (i.e. in the production of hot melt adhesive compositions of 3-6 metric tons), preferably at high temperatures for at least several hours, For a period of at least 4 hours, and preferably for 4 to 6 hours.

The hot melt adhesive composition according to the present invention can be prepared in the presence of 2 oxygen (for example under an air atmosphere) or preferably under an inert atmosphere, for example under carbon dioxide or nitrogen dioxide, in order to limit potential deterioration by oxidation reaction have.

In a preferred embodiment, the process for making a hot melt adhesive composition according to the present invention comprises:

(S) B, and the plasticizer (s) D, preferably the antioxidant (s) E, if present, at a temperature in the range of from 120 DEG C to 140 DEG C, A first step of mixing and heating for a sufficient period of time,

A second step of adding thermoplastic polymer (s) A to the mixture obtained in the previous step under agitation and heating at a temperature in the range from 150 DEG C to 170 DEG C for a period of time sufficient to melt at least all the thermoplastic polymer (s) A ,

- the aldehyde scavenger (s) C in a mixture with other ingredients during the first stage or the second stage, or in a hot melt adhesive composition obtained in the second stage of the subsequent third stage, It can be added at a temperature in the range of 170 ℃.

In the first step of the process, at the time of manufacture on an industrial scale, the components are mixed at a temperature in the range of 120 占 폚 to 140 占 폚 for several hours or more, usually for one hour and thirty minutes, and preferably for one hour and thirty minutes to three hours And heating.

In the second stage of the process, at the time of manufacture on an industrial scale, the mixture is stirred and heated at a temperature in the range of 150 ° C to 170 ° C for several hours, usually for 2 hours and 30 minutes, and preferably for 3 to 5 hours .

In the third step of the process, the mixture is stirred and heated at a temperature in the range of 150 캜 to 170 캜 for 30 minutes (mn) and preferably for 30 minutes to 1 hour.

Preferably, the process is simplified by adding an aldehyde scavenger (s) in the first or second stage to reduce the number of steps in the process.

Additionally, the process of the present invention may include applying a vacuum to remove any air contained in the mixture before or after any step of the process described above.

Other useful optional ingredient (s) that may be present in the hot melt adhesive composition according to the present invention may be added at any stage of the process according to the invention.

The hot melt adhesive composition according to the present invention prepared by the process described above can be used in a molten state prior to being packaged in the form of a cooled and ready-to-use solid composition, It can be maintained for less than 15 hours.

In another aspect of the present invention, the present application relates to a process for the application of a hot melt adhesive composition according to the invention, wherein, for industrial scale, the hot melt adhesive composition according to the invention is applied at a temperature in the range from 140 캜 to 170 캜, Heating the hot melt adhesive composition for a time sufficient to make it a liquid sufficient to be applied on the substrate, for example for at least 2 hours, then applying the composition on the first substrate, Contacting the surface of the second substrate to form an adhesive bond that bonds the two substrates.

The substrate may be of the same or different nature of various forms (layer or film, strand, fluff).

Preferably, each substrate can be a nonwoven fabric, a tissue, an absorbent fluff, a superabsorbent polymer (SAP), a composite material, an elastomeric or non-elastomeric polymeric material such as styrene block copolymer (SBC) ≪ / RTI > polyurethane, polyurethane, and polyolefin, and any mixture thereof.

The composite material may be composed of at least one of the above-mentioned materials.

The hot melt adhesive compositions according to the present invention can be coated or applied by various application techniques known in the art including, for example, contact-type application and non-contact application, using slot die coating and spraying or fiberlization, respectively .

In particular, as noted above, the hot melt adhesive compositions according to the present invention can be applied to conventional coating nozzles, such as 0.03048 to 0.0762 cm in diameter, or slot die lengths are adjustable by shims and in the range of 20 μm to 300 μm Can be easily applied through an in-coating nozzle.

Before being applied on the surface of the first substrate, the hot melt adhesive composition according to the present invention may be maintained in the melt kettle for a further 4 days or less.

The hot melt adhesive composition according to the present invention can be applied or stored on a substrate in the presence of two oxygen (under an air atmosphere) or preferably under an inert atmosphere in order to suppress deterioration due to an oxidation reaction.

In another subject matter of the present invention, this application is directed to an assembly product comprising two or more substrates bonded together by one or more hot melt adhesive compositions according to the present invention.

The hot melt adhesive composition according to the present invention can be used as a laminated adhesive for bonding of a plurality of substrate layers, for example for the production of absorbent articles such as toilet paper, paper towels, wipes and other consumer goods, in particular disposable diapers Can be used.

In certain embodiments of the present invention, an assembly product according to the present invention may be a multi-layer product comprising two or more substrate (s) joined by one or more hot melt adhesive compositions according to the present invention.

In an assembly product according to the present invention, two or more layers of substrate (s) may be adhesively bonded by one layer of the hot melt adhesive composition according to the present invention sandwiched between two layers of substrate (s).

Alternatively or collectively, two or more layers of substrate (s) may be adhesively bonded by a spot of the hot melt adhesive composition according to the present invention.

Preferably, the assembly product is a disposable nonwoven absorbent article.

In another subject matter of the present invention, the present application discloses the use of volatile organic compounds (s) (VOCs) in any hot melt adhesive composition that is likely to release odors due to the presence of volatile organic compound (s) (VOC), especially volatile aldehyde (s), for the removal of or reducing the volatile aldehyde (s).

As an example of a hot melt adhesive composition that may release odors, hot melt adhesive compositions described as reference compositions in the present application without including the aldehyde scavenger (s) used in accordance with the present invention may be mentioned.

Example

Effect of aldehyde scavenger on two pure aldehyde volatiles:

Preparation of gaseous volatile aldehydes:

Four vials A1, A2, A3 and A4 were prepared as follows:

15 [mu] l of butyraldehyde (liquid at 23 [deg.] C, boiling point (bp) = 74.8 [deg.] C) was introduced into a 20 mL vial A1 sealed with a sealed rubber stopper using a syringe, and then the vial was filled with nitrogen. In the same manner, a second vial A2 was prepared.

15 [mu] l of benzaldehyde (liquid at 23 [deg.] C, bp = 178.1 [deg.] C) was introduced into a second 20 mL vial A3 sealed with a sealed rubber stopper using a syringe and then the vial was filled with nitrogen. In the same manner, a second vial A4 was prepared.

Four vials A1, A2, A3 and A4 were allowed to stand at 23 [deg.] C for more than 12 hours to equilibrate the redistribution of gaseous volatile aldehydes uniformly in the vial.

Preparation of vials A5 and A6 containing volatile aldehydes not containing aldehyde scavenger C (reference example):

For comparison purposes, two vials A5 and A6 were prepared as follows:

3 mL of gaseous turaldehyde from vial A1 was injected into a 20 mL vial A5 sealed with a sealed rubber stopper using a syringe, and the vial was filled with nitrogen.

3 mL of gaseous benzaldehyde from vial A3 was injected into a 20 mL vial A6 sealed with a sealed rubber stopper using a syringe, and the vial was filled with nitrogen.

Two vials A5 and A6 were allowed to stand at 23 [deg.] C for more than 12 hours to equilibrate the redistribution of gaseous volatile aldehydes uniformly in the vial.

Preparation of vials B1 and B2 comprising volatile aldehyde and aldehyde scavenger C (invention):

Two vials B1 and B2 were prepared as follows:

0.024 g of 2-aminobenzamide (solid at 23 占 폚, melting point (mp) = 111-113 占 폚) was introduced into a 20 mL vial B1 sealed with a sealing rubber stopper, and then the vial was filled with nitrogen.

For solid-gas equilibration, the vials were allowed to stand at 23 [deg.] C for at least 12 hours.

The same operation was repeated to prepare 20 mL of vial B2 containing 0.024 g of 2-aminobenzamide.

After an equilibration period of vials B1 and B2, the gas phase from vial A2 3 mL of butyraldehyde was injected into vial B1 and 3 mL of gaseous benzaldehyde from vial A4 was injected into vial B2.

GC-MS analysis:

Vials A5 and B1 were heated at 70 DEG C for 20 minutes to concentrate the butyraldehyde vapor in the top (headspace region) of the vial.

The vials A6 and B2 were heated at 70 DEG C for 20 minutes to concentrate the benzaldehyde vapor in the top (headspace region) of the vial.

Subsequently, 2 mL of the gas phase sample of each vial was extracted using a syringe and analyzed by gas chromatography-mass spectrometry (GC-MS) analysis.

result:

The GC-MS spectra of the samples from vials A5 and B1 were compared to confirm that the peak area of butyraldehyde was significantly reduced in the presence of 2-aminobenzamide.

In fact, it was observed that the amount of sample tialaldehyde from vial B1 was 92% less than the amount of tialaldehyde in the reference sample from vial A5.

The GC-MS spectra of the samples from vials A6 and B2 were compared to confirm that the peak area of the benzaldehyde was significantly reduced in the presence of 2-aminobenzamide.

In fact, it was observed that the amount of tinaldealdehyde in the sample from vial B2 was 84% less than the amount of tialaldehyde in the reference sample from vial A6.

Thus, these results show that 2-aminobenzamide effectively neutralizes volatile aldehydes, thereby significantly reducing emissions due to such organic volatile compounds.

The effect of aldehyde scavenger C on volatile aldehydes in two hot melt adhesive compositions:

Preparation of Vials C1 and C2 with Hot Melt Adhesive Composition Containing No Aldehyde Scavenger C (Reference Example)

For comparison purposes, two vials C1 and C2, each containing hot melt adhesive compositions H2898 and H4358, available from Bostik SA, were prepared as follows:

400 g of hot melt adhesive composition (H2898 or H4358) was heated and melted at 160 DEG C for 4 hours with stirring.

After cooling at 23 DEG C, 2 g of the hot melt adhesive composition was introduced into a 20 mL vial (C1 or C2), which was then filled with nitrogen and sealed with a hermetic rubber stopper.

Preparation of vials D1, D2 and D3 comprising a hot melt adhesive composition comprising different amounts of aldehyde scavenger C:

Three vials D1, D2 and D3 were prepared as follows:

400 g of hot melt adhesive composition H2898 and 900 ppm of 2-aminobenzamide (corresponding to 0.09% by weight of aldehyde scavenger C based on the total weight of hot melt adhesive composition H2898) were mixed and heated at 160 DEG C for 4 hours To melt the hot melt adhesive composition and obtain a homogeneous mixture.

After cooling at 23 占 폚, 2 g of a homogeneous mixture was introduced into a 20 mL vial D1, which was then filled with nitrogen and sealed with a hermetic rubber stopper.

 400 g of hot melt adhesive composition H4358 and 1000 ppm of 2-aminobenzamide (corresponding to 0.1% by weight of aldehyde scavenger C based on the total weight of hot melt adhesive composition H4358) were mixed and heated at 160 DEG C for 4 hours To melt the hot melt adhesive composition and obtain a homogeneous mixture.

After cooling at 23 [deg.] C, 2 g of a homogeneous mixture was introduced into 20 mL vial D2, which was then filled with nitrogen and sealed with a hermetic rubber stopper.

400 g of hot melt adhesive composition H4358 and 5000 ppm of 2-aminobenzamide (corresponding to 0.5% by weight of aldehyde scavenger C based on the total weight of hot melt adhesive composition H4358) were mixed and heated at 160 DEG C for 4 hours To melt the hot melt adhesive composition and obtain a homogeneous mixture.

After cooling at 23 [deg.] C, 2 g of a homogeneous mixture was introduced into 20 mL vial D3, which was then filled with nitrogen and sealed with a sealed rubber stopper.

GC-MS analysis of vials C1 and D1:

Vials C1 and D1 were heated at 140 占 폚 for 20 minutes to produce vapor of volatile aldehydes, and the butyraldehyde vapor was concentrated in the top (headspace region) of the vial.

Subsequently, 2 mL of the gas phase sample of each vial was extracted using a syringe and analyzed by gas chromatography-mass spectrometry (GC-MS) analysis.

result:

GC-MS spectra of the samples from vials C1 and D1 were compared to confirm that the peak areas of the volatile aldehydes identified as butyraldehyde and norenal were significantly reduced in the presence of 2-aminobenzamide.

In particular, in the GC-MS spectrum of the sample from vial D1, no peak corresponding to butyraldehyde was identified, and the peak area corresponding to NOANAL was significantly reduced.

In fact, it was observed that the total amount of volatile aldehydes (benzaldehyde and nonanal) in the sample from vial D1 was reduced by 70% compared to the reference sample from vial C1, which led to a 20% reduction in total VOC.

These results therefore show that 2-aminobenzamide significantly neutralizes the release of volatile aldehydes produced in hot melt adhesive compositions upon exposure to high temperatures, since it can effectively and irreversibly neutralize volatile aldehydes.

Odor test evaluation for vials C2, D2 and D3:

The odor of each composition from vials C2, D2 and D3 was evaluated as follows:

20 g of the composition (from vials C2, D2 or D3) were placed in a 300 mL glass bottle and covered with an aluminum foil. The bottle was then wrapped with an aluminum foil to prevent the composition from being visible or identified.

Each bottle was stored under the same conditions (at 177 ° C for 2 hours), allowing the volatile aldehyde vapor to concentrate on top of the bottle. Then, the bottle was opened and the judge scented.

The judging panel consisted of six people selected from general clients and trained as follows:

- odor intensity increased from 0 to 5 to assess the odor intensity according to the scoring grade (if the sample is odorless, it is class 0 (zero) and if the sample shows a very strong odor, it is class 5)

- To judge the pleasantness (pleasurable aspect) of smell.

result:

The results were as follows:

The average ratings given in the table below were calculated from the grades presented by each panel judging the odor intensity of the hot melt adhesive composition.

- It was unanimously confirmed that the odor intensity of the composition from vials D2 and D3 is significantly lower than the odor intensity of reference composition H4358 from vial C2 (grade difference ≥ 1).

Both judges confirmed a clear improvement in the odor comfort of the compositions from vials D2 and D3 when compared to reference composition H4358 from vial C2.

Furthermore, these results show that by increasing the amount of 2-aminobenzamide in the hot melt adhesive composition within the range of amounts used in accordance with the present invention, the odor intensity of the hot melt adhesive composition is significantly reduced, It is possible to improve the odor comfort of the hot melt adhesive composition.

Claims (15)

A- at least one thermoplastic polymer selected from 5% by weight of polyolefins, styrene block copolymers (SBC), ethylene-vinyl-acetate (EVA), and mixtures thereof;
B- 20% to 70% by weight of at least one tackifying resin;
At least one aldehyde scavenger comprising an aromatic ring having from 0.01% to 1% by weight of C, less than 500 g / mol of molecular weight and less than 170 < 0 > C of melting point and directly or indirectly bonded to one or more amine- (scavenger),
D- 5% to 35% by weight of one or more plasticizers selected from naphthenic oils, paraffinic oils, and mixtures thereof
A hot melt adhesive composition comprising:
Wherein the sum of the total content of the above-mentioned components is 100% by weight. The method according to claim 1,
A-15% to 35% by weight of one or more thermoplastic polymers selected from polyolefins, styrene block copolymers (SBC), ethylene-vinyl-acetate (EVA), and mixtures thereof;
B- from 30% to 60% by weight of at least one viscous resin;
From 0.01 to 1% by weight of one or more aldehyde scavengers as defined in claim 1;
D- 10% to 30% by weight of one or more plasticizers selected from naphthenic oils, paraffinic oils, and mixtures thereof
A hot melt adhesive composition comprising:
Wherein the sum of the total content of the above-mentioned components is 100% by weight. 3. The hot melt adhesive composition according to claim 1 or 2, wherein the thermoplastic polymer (s) is selected from styrene block copolymers and ethylene-vinyl-acetate. 4. The hot melt adhesive composition of claim 3, wherein the thermoplastic polymer (s) is selected from styrene block copolymers. 3. The hot melt adhesive composition according to claim 1 or 2, wherein the thermoplastic polymer (s) is selected from polyolefins. 6. The hot melt adhesive composition according to any one of claims 1 to 5, wherein the tackifying resin (s) comprises one or several carbon-carbon double bond (s). 6. The hot melt adhesive composition according to any one of claims 1 to 5, wherein the tackifying resin (s) does not comprise a carbon-carbon double bond. 8. The hot melt adhesive composition according to any one of claims 1 to 7, wherein the aldehyde scavenger (s) is selected from compounds of the formula (I)

[Wherein,
- R ⁰ is NH ₂ ,
R ^'1 is selected from a hydrogen atom and an amine terminal group selected from a primary amine NH ₂ , a secondary amine -NH-R ^{' 6} , -SO ₂ -NH-R ^'3 and -CONH-R ^{' 3} And,
- R ^'3 is a hydrogen atom or C ₁ -C ₇ alkyl,
- R ^'6 is C ₁ -C ₇ alkyl,
- R ^'4 and R ^{' 5} are selected from a hydrogen atom, a C ₁ -C ₉ alkyl, a primary amine NH ₂ , a secondary amine -NH-R ^'6 -, or, if they are ortho to one another, ^May form a 6-membered aromatic hydrocarbon ring optionally fused to one or more R ^'7 groups selected from -SO ₂ -NH-R ^{' 3} , -CONH-R ^'3 , R ^{' 4} or R ^'5 ]. 9. The process of claim 8 wherein the aldehyde scavenger (s) is selected from the group consisting of 2-aminobenzamide, 3-aminobenzamide, 1,8-diaminonaphthalene, 2-aminobenzenesulfonamide, And mixtures thereof. 10. The hot melt adhesive composition of claim 9, wherein the aldehyde scavenger (s) is 2-aminobenzamide. 11. The hot melt adhesive composition according to any one of claims 1 to 10, wherein the aldehyde scavenger (s) is present in an amount ranging from 0.09% to 0.5% by weight based on the total weight of the hot melt adhesive composition. 12. The hot melt adhesive composition according to any one of claims 1 to 11, wherein the composition comprises:
From about 0.1% to about 2% by weight, based on the total weight of the E-hot melt adhesive composition, of one or more antioxidants. An assembly product comprising two or more substrates bonded by one or more hot melt adhesive compositions as defined in any one of claims 1 to 12. 14. The assembly of claim 13, wherein the assembly product is a disposable nonwoven absorbent article. Use of at least one aldehyde scavenger as defined in any one of claims 1 to 14 for removing or reducing volatile aldehydes in a hot melt adhesive composition.